US951048A - Orange to brown dye. - Google Patents
Orange to brown dye. Download PDFInfo
- Publication number
- US951048A US951048A US52261709A US1909522617A US951048A US 951048 A US951048 A US 951048A US 52261709 A US52261709 A US 52261709A US 1909522617 A US1909522617 A US 1909522617A US 951048 A US951048 A US 951048A
- Authority
- US
- United States
- Prior art keywords
- orange
- brown
- water
- acid
- brown dye
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000001049 brown dye Substances 0.000 title description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 6
- 235000011121 sodium hydroxide Nutrition 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 238000004043 dyeing Methods 0.000 description 3
- 125000000623 heterocyclic group Chemical group 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000000975 dye Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- OGNVQLDIPUXYDH-ZPKKHLQPSA-N (2R,3R,4S)-3-(2-methylpropanoylamino)-4-(4-phenyltriazol-1-yl)-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid Chemical compound CC(C)C(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)OC(C(O)=O)=C[C@@H]1N1N=NC(C=2C=CC=CC=2)=C1 OGNVQLDIPUXYDH-ZPKKHLQPSA-N 0.000 description 1
- 101100114828 Drosophila melanogaster Orai gene Proteins 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- OIQPTROHQCGFEF-UHFFFAOYSA-L chembl1371409 Chemical compound [Na+].[Na+].OC1=CC=C2C=C(S([O-])(=O)=O)C=CC2=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 OIQPTROHQCGFEF-UHFFFAOYSA-L 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B56/00—Azo dyes containing other chromophoric systems
- C09B56/04—Stilbene-azo dyes
Definitions
- hetero cyclic aniins may be used c. g.
- the hereindesci-ibed new dyestuffs obtainable by condensing with hetero cyclic amins the dyes which are roduced by treating paranitrotol'uene sul fonic acid with caustic soda lye, which dyestuffs are after being driedand pulverized brownishpow ders soluble in water brown color and dyeing unmordanted cotton from orange to brown shades fast to light and to the action of oxidizing substantially as described.
- curcuinin S direct yellow, sun yellow etc. They are chemically azoxystilbene disulfonic acid or azoazoxydistilbene disulfonic acid. '(Green, Journal 0 Chemz'ca-l Society 89 p; 1610). i
- the new dyestufi's thusobtained are after being dried and pulverized brownish powders soluble in water with from a yellow to brown .color and dyeing unmord-anted cotton from yellow to orange to brown shades are distinguished by their excellent and their fastness to oxidiz-- mg agents.
- NIL-salt dehydrothiotqluidin sulfonic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
To all whom it may concern:
' .lye. .These dyestuffs are known in com- U I ED sures dyestuffs are obtained which 'i astness to light PATENT o IoE- aneosr BLANK'AND 'WLADIMI R RODIONOilV, or LEVERKUSEN, 'ivnaa "eoLoeiiE, GERMANY, ASSIGNORS T0 FARZBENFABRIKEN VORM'. Parana. BAYER a cw or ELBERFELI), GERMANY, A CORPORATION or GERMANY. I A
ORANGE T0 BROWN DYE.
Specification of Letters Patent. Application filed October 14, 1909. Serial Patented Mar. 1, 1910.
No Drawing. No. 522,617.
with an orange color, and which is soluble in concentrated sulfuric acid with a bluishred color being precipitated inv the shape of orange flakes'by the addition of water. It dyes unmordanted cotton orange shades.
Other hetero cyclic aniins may be used c. g.
' Be it known that we, AUGUST BLANK and WLADIMIR RODIONOW, chemists, citizens of, respectively, Germany and Russia, residing at Leverkusen, near Colo e, Germany, have invented new and usefu Improvements in New Dyestulfs, of which the following is a specification.
We have found that new and valuable by treating with hetero cyclic amins the known dyestuffs which can be obtained by treating pa'ranitro-toluene sulfonic acid withcaust-ic soda sulfonic acid, xylidinprimnlin sulfonic acid, etc.
We claim:
1. The hereindesci-ibed new dyestuffs obtainable by condensing with hetero cyclic amins the dyes which are roduced by treating paranitrotol'uene sul fonic acid with caustic soda lye, which dyestuffs are after being driedand pulverized brownishpow ders soluble in water brown color and dyeing unmordanted cotton from orange to brown shades fast to light and to the action of oxidizing substantially as described.
2. The herein described new dyestuff-,obtainable bycondensing direct yellow with dehydrothiotoluidin suli'onic acid, which dyestufi is after being dried and pulverized 1a yellowish-brown powder, which is soluble in water with an oran e color, soluble in concentrated sulfuric acid with a. bluish-red color, being precipitated in the shape of orange flakes from such a solution by addition of water and dyeing unmordanted cotton oran shades, substantially as described.
In testimony whereof we have hereunto set our hands in the presence of two subscribing n-ierce as curcuinin S, direct yellow, sun yellow etc. They are chemically azoxystilbene disulfonic acid or azoazoxydistilbene disulfonic acid. '(Green, Journal 0 Chemz'ca-l Society 89 p; 1610). i
The new dyestufi's thusobtained are after being dried and pulverized brownish powders soluble in water with from a yellow to brown .color and dyeing unmord-anted cotton from yellow to orange to brown shades are distinguished by their excellent and their fastness to oxidiz-- mg agents. i I
Example: Direct yellow (azoazoxydistilbene disulfonic acid) obtained from'TOparts .by weight of para-n1tro-tolueme sulfonic acid (sodium salt) is stirred up with water and. 29.5 parts of dehydrothiotqluidin sulfonic acid (NIL-salt), 50 parts f 30 per cent. caustic soda lye and 1000 pats of water are added. The resulting mixtui, is then heated ltneSSes.
, to oiling for 20-hours in a {vessel provided a i with a reflux condenser andui stirrer. The 'i' solution is neutralized with mineral acid and j T the dyestuif is precipitated with salt. It is. Witnesses: after; being dried and pulverized a yellow- O'rro Kiimo,
CHAS. J. Warner.
ish-brown powder which is soluble in water dehydrothioxylidin sulfonic acid, priinnlin a gents,
with an orai'ige to
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US52261709A US951048A (en) | 1909-10-14 | 1909-10-14 | Orange to brown dye. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US52261709A US951048A (en) | 1909-10-14 | 1909-10-14 | Orange to brown dye. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US951048A true US951048A (en) | 1910-03-01 |
Family
ID=3019460
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US52261709A Expired - Lifetime US951048A (en) | 1909-10-14 | 1909-10-14 | Orange to brown dye. |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US951048A (en) |
-
1909
- 1909-10-14 US US52261709A patent/US951048A/en not_active Expired - Lifetime
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US983486A (en) | Monoazo dyestuff and process of making same. | |
| US1860036A (en) | Pigment dyes | |
| US1875191A (en) | New acid dyestuffs of the anthraquinone series | |
| US1062990A (en) | Anthraquinone dyes and process of making them. | |
| US1750228A (en) | Acid wool dyestuffs of the anthraquinone series | |
| US727962A (en) | Azo dye. | |
| US603659A (en) | Robert e | |
| US725848A (en) | Black azo dye. | |
| US951049A (en) | Reddish-brown cotton dye. | |
| US797732A (en) | Black azo dye. | |
| US787768A (en) | Blue-red azo dye. | |
| US2346941A (en) | Azo dye intermediates | |
| US722715A (en) | Wool-dye and process of making same. | |
| US1936266A (en) | Monoazo-dyestuffs and their production | |
| US791524A (en) | Yellow dye. | |
| US729601A (en) | Azo dye and process of making same. | |
| US647260A (en) | Blue diphenylnaphthylmethane dye. | |
| US658504A (en) | Blue diphenylnaphthylmethane dye and process of making same. | |
| US951046A (en) | Yellow to brown dye. | |
| US789096A (en) | Azo dye. | |
| US888981A (en) | Making red azo dye lakes. | |
| US726695A (en) | Black azo dye. | |
| US843756A (en) | Azo coloring-matter. | |
| US843808A (en) | Black azo dye and process of making same. | |
| US921239A (en) | Azo dye. |